This is an adult story and if you are not an adult then please wait until you are.
This story just popped word for word into my head and I just had to write it down. I do hope you like it. I certainly did things for me as I wrote it. I love to put myself into my stories as it almost becomes a reality for me whilst I write. And who knows one day something similar might even happen to me.
Please let me know what you think.
Andy
abarber69@hotmail.com
It was Tony's eighteenth birthday and his parents had decided to throw him a fancy dress party. For a laugh, myself and some of the the other guys at the running club decided that we would dress as tarts for the night.
My name is Andy by the way. I am 16 and have been running for the SNCC Running club for about six years I guess. I am small and young looking for my age which can really get on my nerves as everyone thinks I am a younger than I really am. I hate it but I guess that I look more 14 than 16, and also I have got fine features which some would say look a bit feminine.
My mum thought it a great idea and said she would borrow clothes from some of the other women at where she works whose clothes she thought would fit me.
My hair is dark and just about and inch long so mum, who is a beautician and can hair dress too decided that a little gel here and there and a some messing around would do the job, as I really did not want to wear a wig.
I was getting made up in mum's bedroom, and before she got started she covered the mirror saying that I would love the surprise.
I have to admit, it felt very erotic having someone (my mother even) putting make up on my face. "Close your eyes", "pucker your lips", Stay Still" the orders seemed to go on for a long time as she worked on my face.
"Right ok, that will do, just a few finishing touches before you go", said mum.
"Now for the clothes", she said and walked over the side of the bed and started pulling some clothes out of a bag.
There was a black skirt, in a satin type material, shiny and slick looking. A red silk blouse and a pair of black shoes, with the heels about 2 inches. "So that you won't break your neck while walking" as my mother put it.
The she pulled out a set of red underwear, I was gobsmacked. "I am not wearing them !" I exclaimed.
"If you are going to do it at all then you have got to do it properly", she said and started to laugh. I agreed to give it a go. My mother left the room while I changed.
I undressed and pulled on the panties, they were tight fitting and had a lovely lacy feeling to them. I found myself wondering whose they were and started to get hard at the thought. I knew my mother would be coming back into the room soon and tried to think of anything just so my horniness would stop. Boy was this difficult as I pulled on the bra and then the satin skirt and blouse.
I knew that I was doing this for a laugh, but it turned me on so much that I wanted to rush to the toilet and jerk myself silly.
"Very nice", my mother said as she reentered the room. She stood and appraised me for a little while. "Yes, she said, you will look the part alright".
"Oh hang on she said. What about this". She had reached onto the bed and picked up a red suspender belt. I had never noticed it.
"I won't need that", I said.
"No, no", my mother said, "it's the small details that win the prize", a favourite saying of hers. "Now take the skirt off a minute and I will put it on for you".
I unclasped the skirt and let it drop to my feet. Mum stood behind me and reached around with the suspender belt and fastened it. Tugging it to the correct position. "Sit down on the bed, I've go some old stockings that you can use".
Mum gave me some sheer black stockings. I sat down on the bed and pulled them on. Then stood up to fix them to the belt. I was thinking about fish and toilets and anything except for what I was doing as I didn't want my own mother to see the excitement I was feeling.
"Come here, I'll do it", my mother said and knelt down behind me. I knew it was my mother but I was really struggling to stop my cock getting hard. Just the thought of me standing there dressed as a girl with a woman kneeling behind me fixing my stockings. She slid the tassles with the fastening underneath my panties, so that they were on top. "Turn around then". Oh fuck, I knew I was had a semi, but turned anyhow. My mother went to work fixing the front fastenings to the stockings. It seemed to take and age. I glimpsed down and am sure that I saw her staring at my cock with what I can only describe as a dirty smile on her face.
"There finished, she said. And not before time, I think you are enjoying this a little too much". She stood and then in an instant she put her hand between my legs and then quickly and gently rubbed up and over my cock. I could have come there and then.
Swiftly she turned and leaving the room said. "Hurry, put you skirt on and come downstairs to the big mirror and see yourself". It was as if it had not happened and I could only think that it was an accident, but how could it have been.
Downstairs, my mother used some soft tissues to fill my bra, which again seemed to incur some fondling, but again, perhaps it was my imagination.
When I looked in the mirror. I almost passed out. I looked shit hot. Just like a young sexy dick teaser. My mum had really used the make up expertly and I was far more a girl than a boy. This, I thought, was going to be a great laugh.
Mum gave me a lift to Tommy's house, where we were all meeting up before catching a couple of cabs to the party.
"Make sure you get dropped off back at home, she said. I am watching a film on TV tonight and am having a glass of wine so won't be able to pick you up".
"Okay", I agreed. I leaned over to give her a kiss. My mum giggled a bit and then ran her hands up my stockinged leg and skirt. She giggled as she said "mmm my little man all dressed up". I got out of the car quickly, there was certainly an atmosphere between us tonight, although my mother was making light of it.
Everybody was laughing. Jokes abounded... Fucking hell I'd shag you --- Not with those tits you won't. I think we were all a little nervous about venturing out dressed as girls. Everyone had made an effort and all looked pretty good. But I have to admit that some of the guys were keeping me at arms length. In hindsight I think looked so real and sexy that it made them feel uncomfortable.
Although I am only sixteen but I had a couple of beers at Tommy's house for Dutch courage. By the time we left for the party I was a little tipsy and up for a laugh.
By time we arrived the party was in full swing. It was being held in the function room of a golf club about 10 miles or so away. The disco was blaring, people shouted to each other to try and have conversations above it. Tony's (whose birthday it was) parents were busy rushing around getting the buffet ready and trying to chat to guests at the same time.
I went over to Tony's mum, Jayne, who I knew because she too worked at the same salon as my mother, and offered my help. "Wow!" she exclaimed, "you look terrific". "Thanks", I said, "you too". And she did, she was in her early forties and had long black hair, a tremendous figure wrapped up tonight in a tight silver dress. Her breasts were wonderful, not too large but vert pert.
Alan, her husband came over. Jayne said, "Look at Andy, Alan -- what do you think". He smiled at me and then looked me up and down, his eyes lingering on my legs and skirt. I felt a strange sensation in my stomach as I saw his tongue slightly wet his lips as he seemed to soak up the sight. I guessed this was what it was like for a girl to be undressed by a mans eyes, and it was kind of erotic. He did not say anything just looked me in the eyes, smiled, rubbed my arm, turned and walked away.
"There are more plates of food in the back Andy, if you will bring some". Jayne asked. The back room was a small kitchen with a sink and tea and coffee making facilities. I looked around for something to take back. I picked up a couple plates with nibbles on them and was about to turn around.
"No, Stay still", the voice said. I could tell it was Jayne. "Your bum looks so good in that skirt from this angle, its amazing". She said.
Her heels clipped as she walked across the floor towards me, I did not turn or look around. I felt Jayne's hands slip around my waist. You are dressed so silky and sexy, she said her sliding around and over my bottom. I was shaking and just stood like a statue. To think, she went on, that there is a cock underneath this skirt. And with that her hands came around my waist and slid over my cock, squeezing my now hardening cock. Her mouth kissed my hair and then she started to nibble on my ear.
"Oh, I want to fuck you right now", she said.
Suddenly there was another voice; a mans voice. "What's going on here then.". It was Alan. Jayne pulled back quickly and took her from my cock.
Jayne you're wanted, Alan said sternly. Jayne quickly walked out of the room.
I turned around. I knew I was bright red in colour.
"That's my wife you are messing around with", Alan accused.
"Nothing happened -- I -- I didn't do anything", I said truthfully.
"Oh is that so, then whats this". With that Alan marched forward and grabbed my hard cock through my skirt. Before I could say anything he went on, still holding my cock firmly, "What do you think your mother is going to say about all this then".
"Please Alan, I said, I am sorry, I really didn't mean it. Please don't say anything I will leave straight away".
"You aren't going anywhere", Alan said. It was then I noticed that Alan was slowly rubbing my cock with his hand. Suddenly he reached around my waist and pulled me to him. One hand squeezing my bottom and the other on my back holding me close to him. His face came close to mine.
"You had better kiss me back", he said and with that his lips were on mine. What could I do, he had caught me with his wife and I didn't know what to do, so I let him kiss me. His tongue was deep in my mouth searching, probing. His hands were rubbing me roughly. I could feel his cock as he pushed his groin into mine. My own cock was straining against the lacy material of my panties.
For a minute or so it was like this, me holding two plates, dressed as a tart, a guy in his late forties kissing me deeply whilst rubbing his hard cock against mine. The suddenly he broke off, "you had better take that food in". He said.
The rest of the party was spent in a daze to be honest, I danced and messed around to try and look like all was normal, but I was truly dazed. Jayne, I think, felt a bit sorry for me and bought me a couple of cokes. I didn't know what make they were but they tasted a little strange, but I drank them anyhow.
At about 10:30, Tony left the party. He was staying with some relatives and was going to Disney Land in Paris with them early in the morning. A present for his 18th. The party began to break up then.
The guys I had arrived with ordered some cabs and began to make our way out. Tommy looked at me and asked if I had, had anymore to drink because I looked way out of it. I told him that I had not but I certainly felt woozy. I was putting this down to what had gone on in the kitchen.
"Where are you going Andy ?", it was Jayne. "Look at the state of you !", she went on, "I told you I would be dropping you off on the way home. Now come on", she said. And with that she took me my the arm and led me away from my friends.
I was feeling distinctly strange as the car I was in moved away from the club. Alan was driving and Jayne sat in the front with him. I was in the back with Alans uncle Ben. He was in his mid to late 60's and always struck me as a bit weird.
"Are you alright Alan", asked Jayne. "Erm, yes I think so", I replied.
"Don't worry, I'll watch him", said uncle Ben and I kind of felt him move close to me. One of his arms went around my back to support me.
It felt like a long time but it must of been only moments that I noticed his hand that was over my shoulders had slipped under my arm and he was rubbing up and down my side. His other hand was rubbing up my stockinged leg, I could hear his breathing as the old man was getting excited. My skirt must have ridden up because uncle Ben seemed to have easy access to my panties. I felt as he pulled them aside and let my semi hard cock loose. His nobbly fingers encased me as he started to masterbate me.
I wasn't sure what was going on but I knew that I liked it. The next thing that I knew was that his hand had gone from my cock and replaced with his mouth. I felt so good, the mouth was warm and wet and his lips slid up and down my hard cock. I had never had my cock sucked and moaned at the pleasure, it did not seem to matter that I was in a car with others.
Uncle Ben stopped and sat up. "Come here son", he said and I was lowered down onto his lap. I vaguely noticed that his trousers were missing. My eyes opened a little and from the strobing lights of the traffic I could see his cock. "In your mouth son, come on now". I did not even think about it, I just simply obeyed, opened my mouth and let his aged cock slide straight in.
Uncle Ben bucked and groaned and held my head tight over his cock as I sucked. He was fucking the mouth of a young guy dressed as a girl and was loving it.
The sensation was strange but not unpleasant for me. Uncle Bens cock was not huge and did not get really solid hard, but I knew he was getting off on it and this was getting me off too.
The old man started to groan louder and then I felt his cock jerk a few times and tasted him come in my mouth. It did not seem to be a lot and I licked the head of his penis clean.
"Andy come on wake up", I looked up and saw Jayne leaning over me. I was in the car, in the back seat. I was alone !, where was uncle Ben ?. Had it been a dream.....
"Come in and have a coffee with us", said Jayne. "I am not taking you home like this."
With a little help I wandered into their house, I thought it a little strange that we went upstairs but in my way out state I was not about to refuse.
I did not feel drunk or sleepy, in fact I was wide awake. I just felt a little woozy and like I was not in control and that it was good not to be in control.
In the bedroom they sat me on a large bed, covered with a black rubber throw, it felt cool and sensual as I felt it. Jayne stood in front of me, hands on hips, "you look sexy Andy, do you think I do too", she asked. I looked around for Alan a little afraid to answer, I saw him messing around with some equipment in the corner of the room, I was not sure what it was. He must have guessed at my unease because he turned and smiled at me, "go on answer her - its okay - go ahead".
"Yes" I said to Jayne "very". She came a little closer swinging her hips, the material of the silver dress captivated me as she moved within it.
Sudden bright lights shocked me and I squinted. "Its okay babe" said Jayne, "we love it light in here". She turned to Alan as he walked back over to her.
I was Sitting on the bed watching as though on T.V. as Alan and Jayne, who were standing in front of me, kissed each other. It was nice to watch, then Jayne turned around and Alan undid the zip of her dress. As the dress fell to the floor I saw that Jayne was only wearing a silver g-string. Her tits were stood out proud before her. I saw Jayne smile at me as I rubbed my cock through my skirt.
Jayne then turned to Alan and slowly undressed him, kissing him all over as she did so. When his cock sprang from his underwear, it looked massive to me. It was hard and seemed to jerk a little as it throbbed. I noticed that Alan was shaved totally around his cock and balls, this probably enhanced the image of his size. It was all a very sexy image. jayne bent down and took his cock into her mouth, her ass was towards me and I looked on with utter lust.
Alan stopped her, "We have a guest babe", he said.
"oh yes our guest", said Jayne, "Come here babe", she said to me sexily. I got up and was standing between them. I wanted so much to touch her and for her to touch me. I wanted Alan to kiss me again. I wanted to fuck and be fucked.
Their hands were all over me, rubbing me through my skirt and blouse, feeling me, caressing. Jayne took one of my hands and placed it on her bared breast, it felt soft and wonderfull and I started to knead it and rub the nipple between my fingers.
Alan took my other and put it on his hard cock. It was warm, hard and smooth. I gripped it gently and slowly masterbated him.
Jayne worked on taking off my blouse and bra as Alan undid my skirt. It seemed like in an instant they were removed. I looked down and noticed that my panties were still pulled aside and my cock standing proud. I remembered the dream in the car.
Together they pulled off my panties and shoes. I stood between them naked except for a pair of shear black stockings.
Jayne turned my face toward her and kissed me deeply on the mouth. It was wonderful her tongue searched my mouth, her soft lips crushed against mine. I felt her hand gently caressing my hair and cheek her other on my back. Alan had moved in front of me and got on his knees. His hands on my hips he began to kiss my around my stomach and tops of my legs, I felt my cock rubbing against his hair.
Almost in unison, Jayne turned her attention to my ear, nibbling and probing with her tongue. Alan turned his attention to my cock, licking around the head before taking the whole shaft deep into his warm mouth. I groaned audibly.
Jayne slipped to her knees behind me leaving a trail with her tongue down my back. She knead my ass and pulled the cheeks apart. I was the most heightening experience that I had felt when she pressed her tongue against the puckered skin of my hole, as Alan sucked hard on my cock. Her tongue entered my ass and I had to hold on to Alan's head to stop myself from falling.
They played with me for a while like this. Alan sucking on my cock his hands moving from my legs to my nipples. Jayne licking and probing my ass hole whilst kneading my cheeks roughly. Then Alan stopped leaned back and commanded us both "Get on the bed".
We did as we were told and climbed on the bed. Jayne took a position on her hands and knees her bottom facing the end of the bed where Alan stood watching while rubbing his swollen cock.
"Lick her pussy for me Andy, make it wet for me", he said. I couldn't wait and got behind her burying my face into her and pushing my tongue deep into her pussy. I moved my hand to rub her clit, but found that she had beat me to it and was frigging herself furiously. This turned me on even more, if that was possible, and I licked and nibbled her lips and probed as deeply as my tongue would allow. I felt my face getting wet with her love juices.
I felt Alans hand on my shoulder and he pulled me away quite roughly. He knelt behind his wife and plunged his cock into her wet pussy. Jayne cried out with ecstasy as Alan began to pump into her. For a short while I felt at a loss for what to do. Alan soon answered this as he grabbed the hair on the back of my head and pulled me around to his ass. I knew what he wanted. It took a little practise to get in with his rythm but soon I had it and held his cheeks apart and flicked my tongue across his hole with each stroke. The without notice I pushed my tongue deep into his hole, now it was Alans turn to cry out with lust.
"Don't come babe - not yet", Jayne called to Alan. Alan slowed and pulled out of Jayne I moved back and let him up. Jayne pulled herself a little more up the bed so that her back was against the headboard. She look so sexy naked, legs wide open, on black rubber. "Come and suck my pussy Andy, and make me come - now!", Jayne ordered.
I did so willingly. I climbed between her legs on my hands and knees, my face yet again buried into her wet warm pussy. Jayne began to writhe under me as I licked and probed her sex, my hand went up and tugged and rolled her nipples, kneading her breast.
Alan reached over to the bedside table for something and I felt cool slippery substance being smeared over my ass. I gasped as he pushed a finger gently into my ass moving it around slowly. Jayne grabbed my head as I went to arch up. "Suck my pussy, just do it", she commanded and I went back to it. After a little while I began to relax and the finger in my ass began to feel quite good. Even when Alan inserted a second finger the pain was not bad. He finger fucked my ass as I tongue fucked his wifes pussy. Jayne was beginning to buck and grind harder. And her language was getting stronger "Do it you little fucker - your tongue - all of it - you fucking little whore boy". This was a great turn on and I responded to her calls.
Alan took out his fingers and I missed them. Then I felt him kneel up behind me. One hand on my back he guided his cock to my hole. The first inch or two was pretty painful, but he had lubed his cock well and it seemed to slide in. He was fucking my arse with just a couple of inches of his cock.
"Hurry babe - I am coming", his wife almost screamed. I wasn't sure at first who she was talking too, but soon understood as Alans fucking became more urgent and deeper and deeper his cock went. He had one hand on my back and the other reached around and was wanking me furiously.
They came together, Jayne covered my face and mouth with her come and I could feel Alan shoot his load deep inside me. For a few moments during their orgasms they did not or could not think of anything but their lust. Alan thrust his cock deep into me, which hurt and Jayne pulled hard on my hair and skin, seemingly trying to get my head into her pussy. A few seconds later Alan pulled his cock out and fell back on the bed.
I was about to move when Jayne pulled me over onto my back. The pair of them moved down to my cock. I was almost ready to come anyhow, but together they wanked and sucked me. Jayne squeezed really hard as she pumped my cock, Alans tongue licking the end. "I'm coming", I almost squealed and shot my load all over Alans face. Jayne did not stop until there was absolutely nothing left in me, and then she proceeded to lick the sperm that Alan could not reach with his own tongue from his face and they both cleaned me with their tongues.
For quite a few minutes no one spoke, we just lay still enjoying the moment and the smell of rubber and sex that pervaded the room.
Jayne was the first to break the spell, "Come on you two - we've got to get Andy home". With that she jumped off the bed gathered up her clothes and left the room.
Alan helped me dress again and once done, he kissed me deeply. I in turn held his now flacid cock gently in my hands stroking it lovingly, before he also dressed.
"Oh hold on Andy", Alan said as we walked out of the room onto the landing. I just need to get something. He went back into the room and then reappeared smiling a few seconds later. "Right - lets get you home", he said.
As we walked down the stairs, Jayne walked out of the kitchen, she was dressed again too. "Here Andy, take this", she offered me a small tablet and a glass of water, "Its okay, it will just stop you getting a headache from your hangover". I thought to myself that I had not drunk anything except for a couple of beers earlier, but took the pill anyhow.
Back home, Alan quickly got out of the car and knocked on the door. I noticed my mother open the door and let him in, As she did so Alan said something to her and she looked towards me in the car with a strange smile.
Jayne helped me out of the car and kissed me deeply again. "We must do this again darling" she said. I could not answer but I agreed oh so much. In fact I could feel myself flushing and my cock again getting hard.
I walked in the house, Jayne did not follow. Alan was walking back out. "See you again kidda", he said and sqeezed my bum as he went past. "Hope so" I said. I noticed that my cock was getting real hard again, and was feeling incredibly horny. I wanted to go back with them and do it all again.
"Had a good time sweetie", mum asked smiling at me. "Yes incredible", I answered. "You look a bit dishevelled there, perhaps you shoud take a shower and get in to bed", mum said.
"Good idea", I said hoping that my erection would go in the shower and this horniness wear off. As I climbed the stairs, I looked back to see my mother in her dressing robe get up and quickly bend over to the video player. I couldn't help but to rub my cock as I look at her ass in that sexy satin red robe.
I showered for awhile but it did nothing to ease my ardour, my cock was so hard it ached. My stomach tingled with lust. I thought I was going mad. I went to my room and lay on the bed rubbing my cock against the bed spread with increasing urgency.
Shit I need a cold drink, I thought. I pulled on my towelling dressing gown, doing my best to hide my hardon and headed downstairs to the kitchen.
Before I could see anything, I knew something was going on. My mothers sighs and light groans and the voices on the T.V. But when I could see, I could hardly believe my eyes. My mum was reclined on the sofa her dressing gown was wide open. One hand was caressing her beutiful breasts and the other working a dildo into her pussy, her legs spread wide. On the T.V. was a film of me dressed in suspenders, licking and sucking at Jaynes pussy whilst Alan was fucking my arse. They had filmed it! And my mother knew!
Yet no matter about that, I was captivated by the sight of my mother wanking herself off over me. Was she thinking of me as she was pumping that dildo into her hot pussy ?. My cock took over my head and I dropped my dressing gown where I stood and strode naked into the room.
My mother did not notice me until I dropped onto my knees between her legs. "Andy !" she exclaimed. But I was already kissing her legs, he inner thighs. Licking and gently rubbing with my hands. "No babes - this is not right", my mum said. I ignored her and carried on up towards her belly. "Andy Stop!", I said nothing and my mouth had reached her dildo filled pussy, I pushed against her clitorus. "Ohhh - no, please no" my mother said, but already I could feel the dildo start to move in and out again. "Please don't tell anyone", she begged, as the dildo started to move quicker and quicker. My hands by now were squeezing her breasts, tugging and rolling on her nipples with my fingers.
I could tell that mum was close to coming her hips were grinding and her groans getting louder. I reached down and took the dildo from her hand, she tried to grab it back as I pulled it from her pussy. "No Andy - I need it". "No I said - you need this" as I stood with my engorged cock in my hand. "Oh baby", mum said as reached forward to take it into her mouth.
"Suck it mum, suck you sons cock for him"
"Oh thats nice mummy, lick it for him"
"Feel my balls for me mum - oh thats so good"
I let my mother suck my cock and balls for me for a little while, but I needed her pussy desparately so I pulled her head off me and lay her flat onto the sofa. I stared deep into her eyes as I climbed between her legs, her hands eagerly grabbing my cock and directing it to her hot waiting pussy. It slid in without obstruction.
We fucked like mad beasts, grinding pelvices into each other, scratching and biting. I was thrusting my cock in and out as though I had never had sex before never mind and hour or two ago. I did not know where my energy or sexual staying power were coming from, all I knew is that I was deparate to come inside my mother.
I felt mums pussy spasm as she started to come and that sent me over the edge and I spurted long and hard into her. She rammed her tongue down my throat whilst attempting to say something that I could not make out. I kept pumping into her more and more sperm shot up into her until I was totally spent. And so was mum.
We lay together holding each other for a while, entwined with other, calm. Then mum said, "That bit wasn't supposed to happen Andy, and by the way where did you leave the skirt and blouse because I need to wash them and give them back to Jayne on Monday".
The End
Once again I would really love to know (good or bad) what you think....
Andy
abarber69@hotmail.com